4. Harry Kane
Daniel Levy is one of the toughest negotiators in the world of soccer. The Spurs chairman refuses to allow players to leave for a dime under their value. Meanwhile, Kane was the team’s star player in 2021. But he was tired of carrying them on his shoulders and wanted to leave. Manchester City made their interest known and turned his head even further.

But Levy wanted outrageous money for the England captain. Kane made no secret of the fact that he wanted to leave. He said that he made a gentleman’s agreement with Levy before the season. But money is more important than honor in the modern world. In the end, City couldn’t afford Spurs’ valuation and Kane stayed. The team declined even further in 2022 (via Sportsmole).